title: The six-membered-ring azomethine N-((E)-{5-[(E)-(pyridin-3-ylimino)methyl]thiophen-2-yl}methylidene)pyridin-3-amine.
abstract: The title compound, C16H12N4S, forms a three-dimensional layered network structure via intermolecular hydrogen bonding and π-stacking. The azomethine molecule adopts the thermodynamically stable E regioisomer and the pyridine substituents are antiperiplanar. The mean planes of the pyridine rings and the azomethine group to which they are connected are twisted by 27.27 (5) and 33.60 (5)°. The electrochemical energy gap of 2.3 eV based on the HOMO-LUMO energy difference is in agreement with the spectroscopically derived value.
authors.affiliation: Department of Chemistry, Université de Montréal, CP 6128, Succ. Centre-ville, Montréal, Québec, H3C 3J7, Canada.
authors.forename: Andréanne
authors.initials: A
authors.lastname: Bolduc
authors.forename: Stéphane
authors.initials: S
authors.lastname: Dufresne
authors.forename: W G
authors.initials: WG
authors.lastname: Skene
keywords: azomethines; crystal structure; electrochemical properties; hydrogen bonding; optical properties; π-stacking interactions